@Alex Melara  We managed short term rentals for a while and stopped when the restrictions became to restrictive. 

Short answer: Probably not much.Longer answer: The biggest tax write-offs from STRs here in Colorado normally come from 100% bonus depreciation.

I ask because I have family that owns in Hawaii and switched gears and started buying in Florida due to the better puchase prices and Short term rental markets picking up. 

I’m opening a few slots for private investors who want secured, short-term returns backed by real estate.What I offer:10–12% annualized returns6–12 month durations (buy → light rehab → refinance or resale)Interest-only or lump-sum payoutsYour investment is secured by a promissory note and recorded mortgageI only buy properties where ARV is significantly higher than total project costWhen a deal meets my criteria, I reach out to my lender list first with full documentation, ARV comps, scope of work, and security terms.If you’d like to be included as opportunities come up or want to compare notes with another MA investor, feel free to connect. 

The short answer is yes in my opinion.As you say the great properties in great areas are always going to do well.The "Airbnb" type properties (Ones not good enough to do well on Vrbo) are going to struggle unless they have something going for them like being close to someplace like a hospital, university or are very walkable to something interesting. 

Short Term Rentals and the 100 hours "trap"The Trap in short-term rental tax strategies.If you're a W-2 earner using an Airbnb to offset your salary, and you've hired a property manager, you need to read Treasury Regulation §1.469-5T(a)(3) very carefully.

Not all debt is bad — sometimes short-term loans help reposition a property for stronger cash flow.Examples include:• Using bridge loans to renovate before refinancing• Stabilizing rents before transitioning to long-term loans• Leveraging interest-only periodsHow have you used short-term financing to strengthen long-term ROI?

Hey Alexis,Annual rental residential management and short term (vacation?)

I'm selling my house in Redwood City, but it's taking longer to sell. Looking for a private lender who could loan $60,000 for 2 months.Credit Score 750

Please take a moment to answer these questions:
Do you currently have a property that remains vacant for long periods?Have you ever considered renting it out on Airbnb?What are the biggest challenges or difficulties ...